Perrottetin B

Details

• Internal ID: 4ebaabd4-ca58-4b85-9794-a1001e370005
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4-[(E)-3-hydroxy-3-methylbut-1-enyl]-5-(2-phenylethyl)benzene-1,2,3-triol
• SMILES (Canonical): CC(C)(C=CC1=C(C(=C(C=C1CCC2=CC=CC=C2)O)O)O)O
• SMILES (Isomeric): CC(C)(/C=C/C1=C(C(=C(C=C1CCC2=CC=CC=C2)O)O)O)O
• InChI: InChI=1S/C19H22O4/c1-19(2,23)11-10-15-14(12-16(20)18(22)17(15)21)9-8-13-6-4-3-5-7-13/h3-7,10-12,20-23H,8-9H2,1-2H3/b11-10+
• InChI Key: HZQNOMDDQCKGRY-ZHACJKMWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.15180918 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8974	89.74%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8154	81.54%
OATP2B1 inhibitior	-	0.5616	56.16%
OATP1B1 inhibitior	+	0.8240	82.40%
OATP1B3 inhibitior	+	0.9701	97.01%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8338	83.38%
BSEP inhibitior	+	0.7737	77.37%
P-glycoprotein inhibitior	-	0.6946	69.46%
P-glycoprotein substrate	-	0.7599	75.99%
CYP3A4 substrate	-	0.5397	53.97%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.7418	74.18%
CYP3A4 inhibition	-	0.5724	57.24%
CYP2C9 inhibition	+	0.7820	78.20%
CYP2C19 inhibition	-	0.5215	52.15%
CYP2D6 inhibition	-	0.8125	81.25%
CYP1A2 inhibition	+	0.7326	73.26%
CYP2C8 inhibition	+	0.6876	68.76%
CYP inhibitory promiscuity	+	0.6848	68.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7723	77.23%
Carcinogenicity (trinary)	Non-required	0.6772	67.72%
Eye corrosion	-	0.9783	97.83%
Eye irritation	+	0.6649	66.49%
Skin irritation	-	0.7307	73.07%
Skin corrosion	-	0.5475	54.75%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4178	41.78%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5449	54.49%
skin sensitisation	+	0.5712	57.12%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5914	59.14%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.7461	74.61%
Acute Oral Toxicity (c)	III	0.7904	79.04%
Estrogen receptor binding	+	0.9335	93.35%
Androgen receptor binding	+	0.7494	74.94%
Thyroid receptor binding	+	0.8485	84.85%
Glucocorticoid receptor binding	+	0.8816	88.16%
Aromatase binding	+	0.7717	77.17%
PPAR gamma	+	0.9008	90.08%
Honey bee toxicity	-	0.9203	92.03%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9853	98.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.56%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.80%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.96%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.05%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.04%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.60%	96.09%
CHEMBL5805	Q9NR97	Toll-like receptor 8	85.42%	96.25%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.97%	91.71%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	80.53%	100.00%

Plants that contains it

• Helenium donianum
• Helenium radiatum
• Radula perrottetii

Cross-Links

• PubChem: 163184504
• LOTUS: LTS0063446
• wikiData: Q105342479